Carbenicillin

Base Information

• Chemical Name: Carbenicillin
• CAS No.: 4697-36-3
• Deprecated CAS: 13822-29-2,24003-65-4,38321-00-5,69487-18-9,802025-71-4
• Molecular Formula: C₁₇H₁₈N₂O₆S
• Molecular Weight: 378.406
• European Community (EC) Number: 434-340-1,225-171-0
• UNII: G42ZU72N5G
• DSSTox Substance ID: DTXSID6048464
• Nikkaji Number: J3.066J
• Wikipedia: Carbenicillin
• Wikidata: Q1050019
• NCI Thesaurus Code: C343
• Metabolomics Workbench ID: 42910
• ChEMBL ID: CHEMBL1214
• Mol file: 4697-36-3.mol

Synonyms:Anabactyl;Carbapen;Carbecin;Carbenicillin;Carbenicillin Disodium;Carboxybenzyl Penicillin;Disodium, Carbenicillin;Geopen;Microcillin;Penicillin, Carboxybenzyl;Pyopen

Chemical Property of Carbenicillin

Chemical Property:

• Appearance/Colour: yellowish powder
• Vapor Pressure: 7.42E-23mmHg at 25°C
• Refractive Index: 1.675
• Boiling Point: 737.8 °C at 760 mmHg
• PKA: pKa 2.22±0.05(H2O t = 25.0 I = 0.15 (KCl)) (Uncertain);3.25±0.02 (Uncertain)
• Flash Point: 400 °C
• PSA: 149.31000
• Density: 1.53 g/cm³
• LogP: 0.81530
• Storage Temp.: −20°C
• Solubility.: Soluble in DMSO
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 378.08855747
• Heavy Atom Count: 26
• Complexity: 645

Purity/Quality:

99% ^*data from raw suppliers

Carbenicillin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-42/43
• Safety Statements: 36/37-45-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)C(=O)O)C(=O)O)C
• Isomeric SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)C(C3=CC=CC=C3)C(=O)O)C(=O)O)C
• Uses: Antibacterial.
• Indications: Carbenicillin has a broad spectrum of antibacterial use with respect to Gram-negative and Gram-positive microorganisms. However, using this drug for infections caused by Grampositive microorganisms is pointless. It is used for diseases such as urinary tract infections, septicemia, endocarditis, meningitis, osteomelitis, peritonitis, purulent otitis, infected wounds, infected burns, and so on that are caused by Gram-negative microorganisms which are sensitive to such antibiotics. Synonyms of this drug are carindapen, pyopen, geopen, gripenin, and others.
• Therapeutic Function: Antibacterial

Technology Process of Carbenicillin

There total 9 articles about Carbenicillin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

carbenicillin disodium salt (4800-94-6,27025-51-0,32420-30-7,36912-57-9,83059-64-7,83113-57-9) → carbenicillin (95985-46-9,95985-47-0,4697-36-3)

Guidance literature:

In MiliQ water;

Reference yield:

6NHCl + 2.2-dimethyl-5-phenyl-1,3-dioxane-4,6-dione (15231-78-4) + 6-aminopenicillanic acid (551-16-6,1079-37-4,3115-55-7,21794-93-4,145920-51-0) + bis-(trimethylsilyl)acetamide (17879-45-7) → carbenicillin (95985-46-9,95985-47-0,4697-36-3) + carbenicillin disodium salt (4800-94-6,27025-51-0,32420-30-7,36912-57-9,83059-64-7,83113-57-9)

Guidance literature:

In tetrahydrofuran; methanol; water; Petroleum ether;

Reference yield:

S-carbenicillin → carbenicillin (95985-46-9,95985-47-0,4697-36-3)

Guidance literature:

With potassium chloride; at 37 ℃; Rate constant; the epimerization rate constant, the degradation rate constant;

DOI:10.1002/jps.2600740118

upstream raw materials:

2.2-dimethyl-5-phenyl-1,3-dioxane-4,6-dione

6-aminopenicillanic acid

bis-(trimethylsilyl)acetamide

carbenicillin disodium salt

Downstream raw materials:

L-carbenicillin

D-carbenicillin

phenylmalonic acid

Refernces

• 1、 -. "MODIFIED TNFalpha MOLECULES, DNA ENCODING SUCH MODIFIED TNFalpha MOLECULES AND VACCINES COMPRISING SUCH MODIFIED TNFalpha MOLECULES AND DNA". . . Retrieved 2008/06/13.
• 2、 -. "Enhancement of the efficacy of nifedipine by deuteration". . . Retrieved 2008/06/13.